Apartment holiday rentals in West Loop, Chicago
Find and book unique apartments on Airbnb
Top-rated apartment rentals in West Loop, Chicago
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for West Loop, Chicago apartment rentals
Weekly apartment rentals
Flat in Chicago
4.83 out of 5 average rating, 561 reviewsGreat Location! Gold Coast! 07
22–29 Dec
Flat in Pilsen Historic District
4.89 out of 5 average rating, 242 reviewsModern
16–23 Oct
Flat in Chicago
4.92 out of 5 average rating, 490 reviews2BR Bursting w/ Character in Hip Logan Square!
26 Mar – 2 Apr
Flat in Chicago
4.84 out of 5 average rating, 175 reviewsThe Cottage
3–10 Oct
Flat in Chicago
4.93 out of 5 average rating, 207 reviewsCozy Private Coach House
4–11 Oct
Flat in Chicago
4.89 out of 5 average rating, 140 reviewsCharming Gold Coast One-Bedroom Near Downtown!
3–10 Apr
Flat in Chicago
4.91 out of 5 average rating, 371 reviewsThe Grotto of Logan Square
1–6 Oct
Flat in Chicago
4.78 out of 5 average rating, 217 reviewsPrivate Studio Apt in the Heart of Wicker Park!
22–29 Nov
Private apartment rentals
Flat in Lincoln Square
4.94 out of 5 average rating, 191 reviewsSpacious, light-drenched studio-private entrance!
13–20 Jul
Flat in Chicago
4.89 out of 5 average rating, 216 reviewsChic Penthouse Corner 3BR Loft In Fulton Market |
4–11 Mar
Flat in Chicago
4.87 out of 5 average rating, 216 reviewsGarden Apartment in the Historic Heart of the City
3–10 Aug
Flat in Chicago
4.85 out of 5 average rating, 273 reviewsHUGE|3br/2ba/Near DT/Free Parking/WI-FI/Pilsen
21–28 Oct
Flat in Wicker Park
4.81 out of 5 average rating, 368 reviewsWESTERN AVE ARTISTS LOFTS- Park Free
18–25 Nov
Flat in Pilsen Historic District
4.82 out of 5 average rating, 427 reviewsEclectic Artist Designed Sanctuary Heart of Pilsen
1–8 Oct
Flat in Near West Side
4.83 out of 5 average rating, 269 reviews*Entire City Apartment 1 block to Train Park Free
17–24 Jul
Flat in Irving Park
4.89 out of 5 average rating, 176 reviewsHistoric Chicago neighborhood flat
10–17 Nov
Apartment rentals with a hot tub
Flat in West Town
4.88 out of 5 average rating, 393 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
9–16 Oct
Flat in Chicago
4.86 out of 5 average rating, 155 reviewsStunning Panoramic Chicago Views & Free Parking
4–11 Oct
Flat in Chicago
4.87 out of 5 average rating, 106 reviewsCloud9 |XL Penthouse+Movie Theater+Gym |The Harper
1–8 Mar
Flat in Berwyn
4.91 out of 5 average rating, 202 reviews“Dream slice of urban homesteading.”
10–17 Feb
Flat in Chicago
5.0 out of 5 average rating, 10 reviewsSkyline Oasis: City & Lake Views
12–19 Sep
Flat in Logan Square
4.93 out of 5 average rating, 28 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
11–18 Mar
Flat in Chicago
4.79 out of 5 average rating, 24 reviewsThe Professional's Playground
2–9 Jan
Flat in Chicago
5.0 out of 5 average rating, 9 reviewsLake, City, & River View Condo
9–16 Jul
Quick stats about flat rentals in West Loop, Chicago
Total rentals
310 properties
Rentals with dedicated workspaces
180 properties have a dedicated workspace
Rentals with a pool
150 properties have a pool
Pet-friendly rentals
170 properties allow pets
Family-friendly rentals
120 properties are a good fit for families
Total number of reviews
7.4T reviews
Destinations to explore
- Serviced apartment rentals United States
- Flat rentals United States
- Flat rentals Chicago
- Flat rentals Chicago
- Flat rentals Downtown Chicago
- Flat rentals Milwaukee
- Rentals with a hot tub West Loop
- Pet-friendly rentals West Loop
- Rentals with a fireplace West Loop
- Family-friendly rentals West Loop
- Rentals with a patio West Loop
- Rentals with a sauna West Loop
- Rentals with a washing machine and dryer West Loop
- Monthly Rentals West Loop
- Apartment rentals West Loop
- Rentals with outdoor seating West Loop
- Fitness-friendly rentals West Loop
- Rentals with pools West Loop
- Rentals with an EV charger West Loop
- Family-friendly rentals West Loop
- Rentals with a firepit West Loop
- Flat rentals Illinois
- Flat rentals Cook County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom